EP0304347B1 - Polysaccharides extraits, notamment, de végétaux utiles comme médicaments et additifs alimentaires - Google Patents

Polysaccharides extraits, notamment, de végétaux utiles comme médicaments et additifs alimentaires Download PDF

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Publication number
EP0304347B1
EP0304347B1 EP88401774A EP88401774A EP0304347B1 EP 0304347 B1 EP0304347 B1 EP 0304347B1 EP 88401774 A EP88401774 A EP 88401774A EP 88401774 A EP88401774 A EP 88401774A EP 0304347 B1 EP0304347 B1 EP 0304347B1
Authority
EP
European Patent Office
Prior art keywords
gossypine
euphorbine
polysaccharides
daltons
polysaccharide according
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP88401774A
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German (de)
English (en)
French (fr)
Other versions
EP0304347A3 (en
EP0304347A2 (fr
Inventor
Tan Hung Nguyen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Guyomarc'h Nutrition Animale
Original Assignee
Guyomarc'h Nutrition Animale
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Guyomarc'h Nutrition Animale filed Critical Guyomarc'h Nutrition Animale
Priority to AT88401774T priority Critical patent/ATE98264T1/de
Publication of EP0304347A2 publication Critical patent/EP0304347A2/fr
Publication of EP0304347A3 publication Critical patent/EP0304347A3/fr
Application granted granted Critical
Publication of EP0304347B1 publication Critical patent/EP0304347B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/006Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/715Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18Magnoliophyta (angiosperms)
    • A61K36/185Magnoliopsida (dicotyledons)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18Magnoliophyta (angiosperms)
    • A61K36/185Magnoliopsida (dicotyledons)
    • A61K36/47Euphorbiaceae (Spurge family), e.g. Ricinus (castorbean)
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S426/00Food or edible material: processes, compositions, and products
    • Y10S426/807Poultry or ruminant feed
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S426/00Food or edible material: processes, compositions, and products
    • Y10S426/809Food or edible material: processes, compositions, and products including harvesting or planting or other numerous miscellaneous processing steps

Definitions

  • the present invention relates to polysaccharides extracted from plants, as well as methods for their extraction and their application as medicaments and food additives.
  • These new polysaccharide substances have the property of increasing the secretion of prolactin, the main lactation hormone, and of increasing the secretion of beta-casein, the main milk protein, and, consequently, increase the secretion of milk in animals and humans, and are therefore susceptible to industrial applications, in particular in animal husbandry and breastfeeding of the human species.
  • the present invention relates to polysaccharides containing units corresponding to rhamnose, arabinose, xylose, mannose, galactose and glucose ensuring in animals and humans an increase in the level of plasma prolactin.
  • polysaccharides are further characterized in that their molecular mass is between 104 and 106 daltons, in general between 2.104 and 105 daltons.
  • These polysaccharides additionally contain nitrogen and sulfur, generally from 1 to 8% nitrogen and from 0.8 to 2% sulfur.
  • the invention also relates to methods for preparing these polysaccharides from plants containing these polysaccharides by extraction with hot water, the polysaccharides being recovered from the aqueous extract obtained, the latter possibly being able to be purified.
  • the purification can be carried out by all known methods, but in particular it is possible to provide for precipitation of the aqueous extract using organic solvents which are miscible with water and do not dissolve the polysaccharides, in particular the hydroxylated solvents like ethanol, methanol.
  • the products according to the present invention are extracts of plants of the genus Gossypium sp. from the Malvaceae family and from the Euphorbia Hirta Linné species from the Euphorbiaceae family.
  • the process of the invention essentially consists in treating plant organs of Gossypium sp. , in particular powdered seeds or corresponding oil cakes.
  • Gossypium sp. in particular powdered seeds or corresponding oil cakes.
  • Euphorbia Hirta the whole plant is reduced to powder.
  • the aqueous solution is concentrated and treated in different ways.
  • the concentrated aqueous solution is either lyophilized or transformed into a dry powder by physical methods of evaporation and drying.
  • the powder thus obtained is then treated either with ethanol, or with methanol, or with other organic solvents which do not dissolve the polysaccharides.
  • the aqueous solution of total extracts can also be treated with ethanol or other solvents to precipitate the total polysaccharides.
  • the present invention relates more particularly to the highly active polysaccharide fractions, extracted from the genus Gossypium sp. named Gossypine A and Gossypine B.
  • Gossypins A and B are characterized as follows: Gossypins A and B are polysaccharides, with a molecular weight between 2.104 - 105 daltons.
  • Gossypine A corresponds to the fraction of molecular mass between 2.104 and 5.104 daltons and contains 3.40% ⁇ 0.3 of N and 1.32% ⁇ 0.3 of S.
  • Gossypine A By acid hydrolysis, Gossypine A provides monosaccharides which are transformed into alditols by reduction with sodium borohydride. These reduced monosaccharides are acetylated and analyzed by the gas chromatography (GC) technique coupled with mass spectrometry (MS). Gossypine A provides the results (in analyzes by CPG - SM) in percentage of monosaccharides:
  • the gas chromatography is carried out according to the following conditions: Glass capillary column 25 m long, 0.32 m / m diameter, film thickness: 0.2 ⁇ m; phase: Silar 10 C, column temperature: 220 ° C, injector temperature: 220 ° C, interface temperature: 250 ° C, helium pressure: 0.7 Bar.
  • Mass spectrometry is performed at 70 eV - 0.25 ⁇ A, photomultiplier 1300 eV.
  • Gossypine B corresponds to the fraction of molecular mass between 5.104 and 105 daltons and contains 6.7% ⁇ 0.3 of N and 1.32% ⁇ 0.3 of S.
  • Gossypine B provides monosaccharides which are analyzed in the form of alditol derivatives, under the same conditions as in the case of Gossypine A.
  • Gossypine B analyzed by CPG - SM corresponds to the following percentage of monosaccharides: Rha Macaw Xyl Man Gal Glue acetylated derivative 3.1% 16.3% 6.1% 2.5% 33.9% 33.3% 4.8%
  • the present invention also relates to the active, galactogenic fractions extracted from the genus Euphorbia Hirta Linné, called EUPHORBINE A and EUPHORBINE B.
  • Euphorbines A and B are characterized as follows: Euphorbines A and B are polysaccharides with a molecular weight between 3.104 and 105 daltons.
  • Euphorbine A corresponds to the fraction of molecular mass between 3.104 and 5.104 daltons and contains 3.10% ⁇ 0.3 of N and 1.09% ⁇ 0.3 of S.
  • Euphorbine A leads to monosaccharides which are transformed into the reduced form of ose. These reduced monosaccharides are acetylated and analyzed by the gas chromatography technique, coupled with mass spectrometry (CPG-SM).
  • Euphorbine A provides the following results: Rha Macaw Xyl Man Gal Glue acetylated derivative 8.4% 19.5% 4.2% 3.8% 19.3% 42.6% 2.2%
  • Euphorbine B is a fraction of galactogenic polysaccharide, of molecular mass between 5.104 and 105 daltons and contains 2.5% ⁇ 0.3 of N and 1.1 ⁇ 0.3 of S.
  • Euphorbine B leads to monosaccharides which are transformed into the reduced form of ose or alditols.
  • the alditols obtained are acetylated and analyzed by the technique (CPG-SM).
  • Euphorbine B corresponds to the following results: Rha Macaw Xyl Man Gal Glue acetylated derivative 12.7% 25.1% 9.5% 9.2% 15.8% 19.2% 8.4%
  • the products according to the present invention are more particularly advantageous for increasing the level of plasma prolactin in animals or in humans. In mammals they increase the level of beta-casein in the mammary gland.
  • galactogenic properties can be used in animal husbandry and in breastfeeding the human species, both in the form of a drug and in the form of a food additive.
  • the aqueous phase containing molecules of molecular mass between 3.104 daltons and 105 daltons is then ultrafiltered on a membrane with a threshold of stop of 5.104 daltons. After lyophilization, or nebulization, of these fractions, 8.3 g of Euphorbine A and 2.2 g of Euphorbine B are obtained.
  • the fraction of molecular mass less than 5.104 daltons is ultrafiltered on a membrane with a threshold of 2.104 daltons. These various aqueous fractions are lyophilized and thus 295 mg of Gossypine A of molecular mass between 2.104 and 5.104 daltons and 208 mg of Gossypine B of molecular weight between 5.10 5.1 and 105 daltons are obtained.
  • Spleens 3 months of age or older are divided into lots of 4 spleens.
  • the product to be studied is either in suspension or in solution in 1 ml of water, administered by gavage twice a day for 4 days.
  • the mammary glands of the sacrificed animals are removed for the radioimmunoassay of beta-casein (according to the method of FC GREENWOOD, WM HUNTER and JG GLOVER, Bioch. J. (1963) 89, 114).
  • Water is administered to the control rats.
  • the ratio of the amount of beta-casein produced by the mammary glands of the treated rats to that produced by the mammary glands of the control rats is evaluated.
  • the plasma prolactin level is measured in ewes having received, by intravenous injection, test products, using physiological saline as an excipient. Blood samples are taken every 10 minutes for one hour. The plasma obtained by centrifugation is used for the radioimmunoassay of prolactin which is expressed in ng per ml of serum. The sheep are their own witnesses. The plasma prolactin level is measured before and after the injection of the products to be studied.
  • results expressed by the ratio between the maximum level of prolactin obtained after the injection and the basic level obtained before the invention, are the following: Dose / day Products
  • Prolactin physiological saline (control) 1 500 mg product of example 4
  • 300 mg product of example 1 4 100 mg Gossypine A 2
  • 100 mg Gossypine B 5 200 mg Euphorbine A 4 50 mg Euphorbine B 5

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Botany (AREA)
  • Mycology (AREA)
  • Microbiology (AREA)
  • Medical Informatics (AREA)
  • Biotechnology (AREA)
  • Alternative & Traditional Medicine (AREA)
  • Molecular Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Biochemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Medicinal Preparation (AREA)
  • Cephalosporin Compounds (AREA)
  • Peptides Or Proteins (AREA)
EP88401774A 1987-07-10 1988-07-07 Polysaccharides extraits, notamment, de végétaux utiles comme médicaments et additifs alimentaires Expired - Lifetime EP0304347B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT88401774T ATE98264T1 (de) 1987-07-10 1988-07-07 Polysaccharide, extrahiert aus pflanzen und verwendet als medizinen und zusatzstoffe fuer nahrungsmittel.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8709857A FR2617848B1 (fr) 1987-07-10 1987-07-10 Polysaccharides extraits, notamment, de vegetaux utiles comme medicaments et additifs alimentaires
FR8709857 1987-07-10

Publications (3)

Publication Number Publication Date
EP0304347A2 EP0304347A2 (fr) 1989-02-22
EP0304347A3 EP0304347A3 (en) 1989-03-08
EP0304347B1 true EP0304347B1 (fr) 1993-12-08

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ID=9353077

Family Applications (1)

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EP88401774A Expired - Lifetime EP0304347B1 (fr) 1987-07-10 1988-07-07 Polysaccharides extraits, notamment, de végétaux utiles comme médicaments et additifs alimentaires

Country Status (10)

Country Link
US (2) US4948785A (ja)
EP (1) EP0304347B1 (ja)
JP (1) JPH0657721B2 (ja)
AT (1) ATE98264T1 (ja)
BR (1) BR8803442A (ja)
DE (1) DE3886134T2 (ja)
DK (1) DK377888A (ja)
ES (1) ES2060666T3 (ja)
FR (1) FR2617848B1 (ja)
IL (1) IL86881A (ja)

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* Cited by examiner, † Cited by third party
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JPH04141064A (ja) * 1990-10-03 1992-05-14 Sunamiya:Kk 薬膳調味液、薬膳調味料の製造方法
EP0970968A4 (en) * 1997-03-28 2002-01-09 Kampou Foundation PHARMACOLOGICALLY ACTIVE SUBSTANCE
US6254913B1 (en) 1999-08-27 2001-07-03 Morinda, Inc. Morinda citrifolia dietary fiber and method
US6214351B1 (en) 1999-08-27 2001-04-10 Morinda, Inc. Morinda citrifolia oil
US7244463B2 (en) * 2005-10-18 2007-07-17 Tahitian Noni International, Inc. Garcinia mangostana L. enhanced animal food product
US8652546B2 (en) 2007-09-06 2014-02-18 Tahitian Noni International, Inc. Morinda citrifolia based formulations for regulating T cell immunomodulation in neonatal stock animals
US20120237626A9 (en) * 2000-12-05 2012-09-20 Palu Afa Kehaati Profiles of lipid proteins and inhibiting HMG-CoA reductase
US20110217394A1 (en) * 2000-12-05 2011-09-08 Brett Justin West Iridoid Based Formulations
US8574642B2 (en) 2000-12-05 2013-11-05 Tahitian Noni International, Inc. Antiviral Morinda citrifolia L. based formulations and methods of administration
US8790727B2 (en) * 2000-12-05 2014-07-29 Tahitian Noni International, Inc. Morinda citrifolia and iridoid based formulations
US20110171333A1 (en) * 2000-12-05 2011-07-14 Bryant Wadsworth Morinda Citrifolia Based Antioxidant and Antimicrobial Formulations for Improved Color Stability and Increased Shelf Life of Various Meat Products
US20040192761A1 (en) * 2003-03-25 2004-09-30 Palu Afa Kehaati Preventative and treatment effects of morinda citrifolia as an aromatase inhibitor
US7048952B2 (en) * 2002-05-21 2006-05-23 Morinda, Inc. Formulation for inhibiting fungal and microbial growth comprising morinda citrifolia puree juice
US6855345B2 (en) * 2001-11-02 2005-02-15 Morinda, Inc. Preventative and treatment effects of Morinda citrifolia on diabetes and its related conditions
US20070196527A1 (en) * 2006-02-23 2007-08-23 Jensen Claude J Preventative and treatment effects of Morinda citrifolia on Osteoarthritis and its related conditions
WO2002083159A1 (en) * 2001-04-17 2002-10-24 Morinda, Inc. Palliative effects of morinda citrifolia oil and juice
US7070813B2 (en) * 2001-11-02 2006-07-04 Morinda, Inc. Preventative and treatment effects of morinda citrifolia as a colon cancer cell growth inhibitor
US20110160057A1 (en) * 2001-11-14 2011-06-30 Bryant Wadsworth Morinda Citrifolia Based Antimicrobial Formulations
US7442395B2 (en) * 2002-11-14 2008-10-28 Tahitian Noni International, Inc. Formulation for treating candidiasis using Morinda citrifolia
US20060269630A1 (en) * 2003-04-16 2006-11-30 Palu Afa K Morinda citrifolia as a 5-Lipoxygenase inhibitor
US20050106275A1 (en) * 2003-05-02 2005-05-19 Chen Su Morinda citrifolia-based formulation for inhibiting metastasis of carcinogenic cells
JP4073826B2 (ja) * 2003-06-04 2008-04-09 タヒチアン ノニ インターナショナル インコーポレーテッド ヤエヤマアオキの抽出物を含む農業用活力剤
US20070259060A1 (en) * 2003-08-12 2007-11-08 Mian-Ying Wang Formulations and Methods for Treating Breast Cancer with Morinda Citrifolia and Methylsulfonymethane
US20050260291A1 (en) * 2004-03-10 2005-11-24 Palu Afa K Methods and compositions for reactivating acetylcholinesterase
WO2006028826A2 (en) * 2004-09-01 2006-03-16 Paulus Wang Morinda citrifolia-based formulations and methods for weight management
US20060141076A1 (en) * 2004-11-01 2006-06-29 Palu Afa K Morinda citrifolia based compositions and methods for inhibiting xanthine oxidase
US20060204601A1 (en) * 2005-03-09 2006-09-14 Palu Afa K Formulations and methods for preventing and treating substance abuse and addiction
US20060280818A1 (en) * 2005-05-26 2006-12-14 Palu Afa K Nicotinic acetylcholine receptor antagonist
US20070122507A1 (en) * 2005-05-26 2007-05-31 Palu Afa K Histone deacetylase and tumor necrosis factor converting enzyme inhibition
US20070154579A1 (en) * 2005-11-29 2007-07-05 Palu Afa K Morinda Citrifolia Based Formulation And Methods For Weight Management
US20070237848A1 (en) * 2005-12-21 2007-10-11 Brad Rawson MORINDA CITRIFOLIA BASED COMPOSITIONS FOR TREATMENT OF ANTI-INFLAMMATORY DISEASES THROUGH INHIBITION OF COX-1, COX-2, INTERLEUKIN-1beta, INTERLEUKIN-6, TNF-alpha, HLE, AND iNOS
US20070281903A1 (en) * 2006-05-04 2007-12-06 Palu Afa K Morinda Citrifolia-Based Formulation 5-LOX And 15-LOX
US8535741B2 (en) 2006-05-12 2013-09-17 Morinda, Inc. Method and composition for administering bioactive compounds derived from Morinda citrifolia
US8025910B2 (en) 2006-05-12 2011-09-27 Tahitian Noni International, Inc. Method and composition for administering bioactive compounds derived from Morinda citrifolia
US20080226758A1 (en) * 2006-11-28 2008-09-18 Shixin Deng Lipoxygenase and Cyclooxygenase Inhibition
US20080213415A1 (en) * 2007-02-08 2008-09-04 Palu Afa K Treatment of Glaucoma and Diabetic Retinopathy with Morinda Citrifolia Enhanced Formulations
PT103714B (pt) * 2007-04-11 2020-07-28 73100 - Setenta E Três Mil E Cem, Lda. Processo para a obtenção de um polímero à base de galactose
US20080317890A1 (en) * 2007-06-21 2008-12-25 Claude Jarakae Jensen Method for treating visual impairment through the prophylactic administration of a morinda citrifolia-based naturaceutical
US20090196944A1 (en) * 2008-02-01 2009-08-06 Brad Rawson Methods of Manufacture of Morinda Citrifolia Based Compositions for Treatment of Anti-Inflammatory Diseases through Inhibition of Cox-1, Cox-2, Interleukin -1beta, Interleukin-6, TNF-alpha, HLE, and iNOS
US8748123B2 (en) 2009-12-15 2014-06-10 73100-Setenta e Tres Mil e Cem, Lda. Fucose-containing bacterial biopolymer
US20110206786A1 (en) * 2010-02-23 2011-08-25 Brett Justin West Acai and Iridoid Based Formulations

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE670523A (ja) * 1964-10-09
FR2513518A1 (fr) * 1981-09-29 1983-04-01 Tubery Pierre Polysaccharide extrait du gnidia kraussiana, preparation et usages therapeutiques
HU188311B (en) * 1982-03-04 1986-04-28 Szendrei,Kalman,Hu Process for producing biologically active polisaccharide concentrates and pharmaceutical compositions containing them as active agents

Also Published As

Publication number Publication date
BR8803442A (pt) 1989-01-31
EP0304347A3 (en) 1989-03-08
DK377888D0 (da) 1988-07-07
FR2617848A1 (fr) 1989-01-13
DE3886134D1 (de) 1994-01-20
FR2617848B1 (fr) 1990-01-05
US5110803A (en) 1992-05-05
JPH0657721B2 (ja) 1994-08-03
IL86881A0 (en) 1988-11-30
DK377888A (da) 1989-01-11
EP0304347A2 (fr) 1989-02-22
IL86881A (en) 1992-06-21
DE3886134T2 (de) 1994-04-21
ES2060666T3 (es) 1994-12-01
ATE98264T1 (de) 1993-12-15
JPS6431801A (en) 1989-02-02
US4948785A (en) 1990-08-14

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